[(1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-2-(thiazol-4-yl)ethyl]carbamic acid tert-butyl ester

Base Information

• Chemical Name: [(1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-2-(thiazol-4-yl)ethyl]carbamic acid tert-butyl ester
• CAS No.: 872983-49-8
• Molecular Formula: C₄₁H₅₄N₄O₅SSi
• Molecular Weight: 743.055

Synonyms:[(1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-2-(thiazol-4-yl)ethyl]carbamic acid tert-butyl ester

Chemical Property of [(1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-2-(thiazol-4-yl)ethyl]carbamic acid tert-butyl ester

Chemical Property:

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Technology Process of [(1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-2-(thiazol-4-yl)ethyl]carbamic acid tert-butyl ester

There total 7 articles about [(1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-2-(thiazol-4-yl)ethyl]carbamic acid tert-butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-amino-2-(2-hydroxy-ethyl)-pent-4-enoic acid (872983-37-4) → [(1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-2-(thiazol-4-yl)ethyl]carbamic acid tert-butyl ester (872983-49-8)

Guidance literature:

Multi-step reaction with 6 steps

1: H₂ / Pd-C / methanol / 14 h / 20 °C

2: 2.4 g / hydrochloric acid / 16 h / Heating

3: 97 percent / 2-phenylbenzoxazole; ethyldiisopropylamine / CH₂Cl₂ / 0 °C

4: lithium hydroxide / tetrahydrofuran; H₂O / 0 °C

5: 1.61 g / imidazole / CH₂Cl₂ / 0 °C

6: 1.45 g / 1-hydroxy-1H-benzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; triethylamine / CH₂Cl₂ / 0 °C

With 1H-imidazole; hydrogenchloride; lithium hydroxide; 2-phenylbenzo[d]oxazole; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1016/j.bmc.2005.08.019

Reference yield:

C16H28NO4S(1+)*BF4(1-) → [(1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-2-(thiazol-4-yl)ethyl]carbamic acid tert-butyl ester (872983-49-8)

Guidance literature:

Multi-step reaction with 7 steps

1: sodium hydroxide / 16 h / Heating

2: H₂ / Pd-C / methanol / 14 h / 20 °C

3: 2.4 g / hydrochloric acid / 16 h / Heating

4: 97 percent / 2-phenylbenzoxazole; ethyldiisopropylamine / CH₂Cl₂ / 0 °C

5: lithium hydroxide / tetrahydrofuran; H₂O / 0 °C

6: 1.61 g / imidazole / CH₂Cl₂ / 0 °C

7: 1.45 g / 1-hydroxy-1H-benzotriazole; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; triethylamine / CH₂Cl₂ / 0 °C

With 1H-imidazole; hydrogenchloride; lithium hydroxide; sodium hydroxide; 2-phenylbenzo[d]oxazole; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1016/j.bmc.2005.08.019

Reference yield:

2-(2-tert-butoxycarbonylamino-3-thiazol-4-yl-propionylamino)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-pentanoic acid (872983-98-7) + benzylamine (100-46-9) → [(1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-2-(thiazol-4-yl)ethyl]carbamic acid tert-butyl ester (872983-49-8)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 0 ℃;

DOI:10.1016/j.bmc.2005.08.019

upstream raw materials:

2-(2-tert-butoxycarbonylamino-3-thiazol-4-yl-propionylamino)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-pentanoic acid

benzylamine

3-amino-3-propyldihydrofuran-2-one

2-amino-2-(2-hydroxy-ethyl)-pent-4-enoic acid

Downstream raw materials:

[(1S)-1-((1S)-1-{1-benzylcarbamoyl-1-[2-(tert-butyldiphenylsiloxy)ethyl]butylcarbamoyl}-2-(thiazol-4-yl)ethylcarbamoyl)ethyl]carbamic acid tert-butyl ester

2-(2-amino-3-thiazol-4-yl-propionylamino)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-pentanoic acid benzylamide

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